Remote opportunity at
TailscaleHead of Communications
Tailscale seeks a Head of Communications to direct and scale its worldwide communications operations. Operating as a builder role, this position involves shaping market understanding, elevating…
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About This Role
Tailscale seeks a Head of Communications to direct and scale its worldwide communications operations. Operating as a builder role, this position involves shaping market understanding, elevating media presence, and establishing the communications framework for future company expansion. Tailscale provides a multi-product secure connectivity platform spanning workload connectivity, privileged access, AI infrastructure, and networking. The incoming leader will report to the SVP of Marketing, operating initially as a hands-on contributor while…
Job Description
Tailscale seeks a Head of Communications to direct and scale its worldwide communications operations. Operating as a builder role, this position involves shaping market understanding, elevating media presence, and establishing the communications framework for future company expansion. Tailscale provides a multi-product secure connectivity platform spanning workload connectivity, privileged access, AI infrastructure, and networking. The incoming leader will report to the SVP of Marketing, operating initially as a hands-on contributor while hiring and mentoring a compact team.
This position takes ownership of corporate communications, product PR, media strategy, executive thought leadership, crisis communications, awards, international communications, and internal messaging. The role requires partnering closely with leadership across Engineering, Product, Marketing, People, and Legal, as well as coordinating narratives with a separate CEO and policy communications lead. The ideal professional brings deep product storytelling expertise, strong strategic judgment, and exceptional writing skills to translate complex technical innovations into compelling public narratives.
Responsibilities
- Design and execute a global communications strategy to strengthen brand awareness, reputation, and market leadership
- Lead product and technology communications by turning complex innovations and customer stories into earned media coverage
- Cultivate relationships with prominent business, technology, cybersecurity, and AI journalists
- Expand brand visibility across emerging media outlets such as creator networks, podcasts, newsletters, and technical communities
- Manage corporate communications for business developments, funding announcements, and strategic partnerships
- Scale international communications initiatives including agency partnerships and regional media relations
- Develop executive communications and thought leadership programs for leaders outside of the CEO
- Oversee internal communications in partnership with executive leadership and the People team
- Lead crisis communications planning and response in collaboration with Legal, Security, Engineering, and leadership
- Own company awards and recognition strategy
- Hire, mentor, and manage a high-performing communications team while overseeing external agency partners
Requirements
- Minimum of ten years of experience in product communications, public relations, or corporate communications within high-growth B2B technology companies
- Demonstrated history of securing earned media coverage and building relationships with influential journalists
- Expertise in product communications with the ability to translate technical products into clear narratives
- Experience in hiring, managing, and developing communications professionals and working with agency partners
- Exceptional writing, editorial judgment, and storytelling abilities across internal, external, and executive communications
- Experience advising senior executives through sensitive or high-stakes situations
Qualifications
- Experience in cybersecurity, infrastructure, networking, developer tools, or AI
- Experience scaling communications at a global, high-growth technology company
- Background supporting fundraising, acquisitions, pre-IPO communications, or an IPO
- Experience collaborating with teams supporting public policy, analyst relations, or major industry research initiatives
Core Skills
Benefits
- Base salary, equity incentive plan, and comprehensive group benefits with no waiting period covering health, dental, and vision
- Flexible and inclusive work environment with remote-first operations and options for corporate co-working spaces like WeWork
- Employer-matched retirement contributions up to 0.75 percent of eligible compensation
- Annual company retreat, team off-sites, and international collaboration opportunities
- Professional development support including 1500 USD annually
- Flexible paid time off program
- Build-your-own home office setup featuring a company-owned Mac or PC, monthly internet reimbursement, and 500 USD workstation customization stipend
- Paid parental leave providing up to 20 weeks for birthing parents and 16 weeks for non-birthing parents
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
What is the location and remote work policy for this role?
This is a remote-first position at a company where most teams operate fully remotely, with opportunities to utilize corporate co-working spaces and attend company retreats.
What is the salary range for the Head of Communications?
The target base salary range for this role in Canada is CAD 254,600 to 317,580 per year, supplemented by equity and comprehensive benefits.
What level of experience is required?
Candidates must have 10 or more years of experience in public relations, product communications, or corporate communications within high-growth B2B technology companies.
What is the employment type?
The posting specifies full-time employment.
Sample Interview Questions
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